Derivatives of 1, 4??Naphthoquinone via 3??(Phenyliodonio)??1, 2, 4??trioxo??1, 2, 3, 4??tetrahydronaphthalenide

E Hatzigrigoriou, S Spyroudis…

Index: Hatzigrigoriou, Evangelia; Spyroudis, Spyros; Varvoglis, Anastasios Liebigs Annalen der Chemie, 1989 , p. 167 - 170

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Citation Number: 19

Abstract

Abstract The title compound 3 reacts with various electrophiles such as hydrogen halides, benzoyl chloride, iodomethane, and bromine to afford 3-halo derivatives of 2-hydroxy-1, 4- naphthoquinone. 3 reacts also with dimethyl sulfide to give a trans-ylidation product; photochemically, furan derivatives are formed with 2-methyl-2-butene, styrene, and phenylacetylene. Carbon disulfide affords the 2-thioxo-1, 3-oxathiole derivative 15.